The matter is when, not if, regarding Leonardo DiCaprio and the Best Actor Academy Award. The man many judge to be the best of his generation hasn't won it yet, but 2015 is his year. On Christmas Day, December 25, The Revenant will be released in theaters and the Oscar buzz will reach a fever pitch. I suppose it's no longer a matter of when.

DiCaprio turns 41-years-old in November. He's far from old, but he's seemingly been around forever. He gained national attention at 19 for...